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Synfacts 2014; 10(1): 0082
DOI: 10.1055/s-0033-1340370
DOI: 10.1055/s-0033-1340370
Metal-Mediated Synthesis
Zn/Cu-Mediated Aminocyclopropanation
Further Information
Publication History
Publication Date:
13 December 2013 (online)
![](https://www.thieme-connect.de/media/synfacts/201401/i_p160_s1_10-1055_s-0033-1340370.gif)
Significance
The authors report a novel method for the preparation of carbamate-protected aminocyclopropanes. The reaction proceeds via aminocyclopropanation of alkenes using carbamates in the presence of metallic zinc and copper. The conditions are very mild (room temperature) using only 3.2 equivalents of carbamate.
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Comment
The prepared cyclopropane carbamates can be deprotected using iodotrimethylsilane in chloroform and methanol. Subsequent isolation furnishes the corresponding aminocyclopropanes as their crystalline HI salts in high yields.
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![](https://www.thieme-connect.de/media/synfacts/201401/i_p160_s1_10-1055_s-0033-1340370.gif)